Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 16, Problem 16.56AP
Interpretation Introduction

Interpretation:

A curved-arrow mechanism for the formation of isomeric compounds Y and Z by the slow conversion of an alkene X having formula (C16H16) which is formed when styrene is treated with a sulfonic acid catalyst (RSO3H) in cyclohexane solvent is to be stated.

Concept introduction:

An electrophile is a positive species which has an affinity towards negative charge.

When the electrophilic substitution happens on an aromatic ring such as benzene, then the reaction is known as electrophilic aromatic substitution. An electrophile is a positive species which has an affinity towards negative charge and a nucleophile is a negative species which has an affinity towards a positive charge.

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An organic compound A of unknown structure was found to have a molecular formula C8H16. When A was poured in water and heated, compound B having a molecular formula C8H18O was formed. B upon heating with sulfuric acid was converted to C as the major product which is identical to A. Ozonolysis of C gave one molecule each of two different products D and E, both having a molecular formula C4H8O. Write the reactions involved and determine the structure of A,B,C,D and E.
An unknown compound A of molecular formula C10H18O reacts with H2SO4 to form two compounds (B and C)of molecular formula C10H16. B and C both react with H2 in the presence of Pd-C to form decalin. Ozonolysis of B forms D, and ozonolysis of C forms a diketone E of molecular formula C10H16O2. Identify the structures of compounds A, B, C, and E.
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Chapter 16 Solutions

Organic Chemistry Study Guide and Solutions

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